Tuscany Tour Comparison 2026: Florence Departures & Itineraries
Dreaming of Tuscany? Explore enchanting green hills, historic towns, and world-class wineries. This guide compares top tours from Florence, offering prices, routes, and tips for an unforgettable 2026 adventure.

Unlike Florence or Rome, where attractions are concentrated in one place,
Tuscany's charming small towns and iconic photo spots are widely scattered,
making it quite a challenge to get around without a car.
That's why, in this post, I'll be covering everything from **planning your Tuscany trip** to
**comparing tour company prices and itineraries,**
**popular travel routes, and even discount codes**!
Tuscany Travel

Tuscany is home to regions like Siena, San Gimignano, Pienza,
Montepulciano, and Val d'Orcia, all boasting
**vibrant green hills and iconic cypress tree landscapes**.
There are generally two main ways to explore: with a **rental car or through a local tour**.
Renting a car offers the advantage of flexible travel, but the driver unfortunately misses out on wine tasting.
So, if **driving in Italy or navigating ZTL zones feels daunting, and you're eager to enjoy some wine tasting, a tour comes highly recommended**!


If you dream of spending a night at a traditional Tuscan farmhouse stay or resort,
you could either rent a car or arrange a mid-tour drop-off.
Comparing Tour Companies


I've compiled all the crucial details for Tuscany tours, including **departure and arrival points,
prices, reviews, itineraries, and unique features**.
There are a total of 6 companies, and **on mobile, it's best to swipe sideways to view the full table**.
You'll find the discount codes at the end of the table!
📌Rome Departure → Florence Arrival
Tour Company / Price / Book | Departure → Arrival | Itinerary | Features |
⭐ Tourpuzzle ✓ ~$120~ | Rome Hotel Canada departure 06:45 ↓Arrives near Florence Central Station | • Civita di Bagnoregio • Val d'Orcia • Pienza • Cypress Road • Montepulciano Winery | • Guaranteed departure with minimum 1 person • Approx. 13 hours • Rating 4.9, 1,403 reviews • Montepulciano wine tasting (4 types) • Winery €15 extra • Civita €5 + shuttle €2 extra • Receiver (audio guide) €3 extra |
⭐ Uno Travel ✓ ~$113~ | Rome Hotel Galles departure 06:30 ↓Arrives in Florence | <Course A> • Civita • Orvieto • Maximus's House · Val d'Orcia • Pienza <Course B> • Civita • Cypress Road · Val d'Orcia • Pienza • Montepulciano Winery | • Minimum 4 people • Approx. 12 hours 30 minutes • Rating 4.9, 375 reviews • Lowest price for city-to-city transfer tour • Course selection available • Luggage transfer available • B course winery €15 + lunch €15 extra • Civita + shuttle €8 extra |
📌Florence Departure → Rome Arrival
Tour Company / Price / Book | Departure → Arrival | Itinerary | Features |
⭐ Tourpuzzle ✓ ~$120~ | Near Florence SMN departure 06:45 ↓Arrives in Rome | • Cypress scenic road • Pienza • Montepulciano Winery • Val d'Orcia • Civita di Bagnoregio | • Guaranteed departure with minimum 1 person • Approx. 13 hours • Rating 4.9, 1,152 reviews • Montepulciano winery visit • Winery €15 + lunch €15 extra • Civita €5 + shuttle €2 extra • Receiver (audio guide) €3 extra |
Uno Travel ✓ ~$113~ | Near Florence SMN departure 06:30 ↓Arrives at Rome Hotel Galles | <Course A> • Pienza • Maximus's House · Val d'Orcia • Orvieto • Civita <Course B> • Pienza • Cypress Road · Val d'Orcia • Montepulciano Winery • Civita | • Minimum 4 people for departure • Approx. 12 hours 30 minutes |
• Rating 4.8 from 294 reviews
• Course selection available
• Luggage-friendly
• B Course Winery €15
+ Lunch €15 (separate)
• Civita + Shuttle €8 (separate)
📌 Florence Departure → Florence Arrival
Tour Operator / Price / Booking | Departure → Arrival | Course | Highlights |
⭐ Juno & Stella ✓ From ~$145 | Depart from Florence SMN area at 07:10 ↓ Return to Florence | • Siena • Cypress photo spot • Chianti Winery • San Gimignano | • Minimum 4 people, Maximum 12 people • Approximately 7 hours 30 minutes • Rating 5.0 from 1,622 reviews • Relatively small group • Wine-focused tour run by a sommelier couple • Winery lunch + tasting €45 (mandatory) • Free time in Siena and San Gimignano |
📌 Rome Departure → Rome Arrival
Tour Operator / Price / Booking | Departure → Arrival | Course | Highlights |
⭐ Neukkiminneun Travel ✓ From ~$128 | Depart from Rome Hotel Canada 06:00~06:15 ↓ Arrive in Rome 19:00~20:00 | • Civita di Bagnoregio • Cypress Road • Val d'Orcia • Pienza • Montepulciano Wine Cantina | • Minimum 6 people • Approximately 13 hours • Rating 4.9 from 274 reviews • Wine tasting is optional €25 • Free lunch in Pienza • Civita €5 + Shuttle €3 (separate) • Optional: Drop off at Chiusi Station after the tour → Transfer to Florence possible |
✔️Discount Codes✔️
✅ DCMKTP0950
Spend over ~$146, get ~$4 off
✅ DCMKTP0930
Spend over ~$109, get ~$2 off
✅ DCMKTP0910
Spend over ~$36, get ~$1 off
✅ PAMP3000
Spend over ~$109, get ~$2 off
✅ PAMP1000
Spend over ~$36, get ~$1 off
➡️ Only applicable via the dedicated links provided in the table!
These are first-come, first-served, so book fast!✨
Tuscany Travel Itinerary

📍Maximus's House
This is probably the most iconic spot that comes to mind when you think of Tuscany.
Aren't the long rows of cypress trees just stunning?❤️
While it's known as a filming location for the movie Gladiator,
it's not actually Maximus's house.
It's simply a spot that bears a striking resemblance.
The actual filming location is private property, so access is restricted.
Here too, you can't enter beyond a certain area,
but you can take photos and videos from the entrance.
📍Civita di Bagnoregio
This charming village is nestled along the route between Tuscany and Rome, or from Rome to Tuscany.
It's even said to have been the inspiration for the movie Castle in the Sky Laputa..!
When viewed from afar, it looks like a single village floating precariously on a cliff, giving it a mythical, legendary feel!
To enter the village, you have to walk up a long, connecting bridge. However, the day I visited was a scorching summer day, so I decided to forgo the walk and just admired it from afar.



📍Pienza
Last but not least is Pienza, the small town that was my absolute favorite among all the Tuscan destinations I visited.
While Pienza itself isn't huge, its location in the heart of Val d'Orcia means that characteristic Tuscan hillside landscapes unfold wherever you look, and the town itself is steeped in a medieval atmosphere.


If your tour includes free time for lunch,
I highly recommend trying some local dishes!
There's a restaurant located at the observatory,
the prices are a bit higher because of the view, but the food is absolutely delicious!
It was the most delicious meal I had during my entire Tuscany tour.



📍Siena
Tours that start and end in Florence
often include Siena in their itinerary.
The old town is designated as a UNESCO World Heritage site,
and the entire city is connected by red-brick buildings and narrow alleys,
so just walking around makes for a wonderful atmosphere.
Additionally, I recommend visiting Siena Cathedral.
Its interior decorations are quite lavish, offering more to see than you might expect.
If you're thinking about a Tuscany tour,
make sure to check the departure and arrival locations, and compare each itinerary and its features carefully
before making your reservation!
📌Tuscany Tour from Rome, Arriving in Florence
📌Tuscany Wine Resort Review
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Frequently Asked Questions
What companies offer Tuscany tours from Rome to Florence, and what's the lowest price?
Tuscany tours from Rome to Florence are offered by Tourpuzzle and Unotravel. Among these, Unotravel starts from ~$113, making it the lowest-priced inter-city transfer tour.
If I use Unotravel's Rome departure-Florence arrival B course tour, what are the costs for winery visits and lunch?
When using Unotravel's Rome departure-Florence arrival B course tour, the winery visit costs 15 euros, and lunch also costs an additional 15 euros. Civita entrance fee and shuttle cost 8 euros.
What are the small group size and wine-related features of the 'Juno & Stella' Tuscany tour that departs from and returns to Florence?
The Juno & Stella tour operates with a small group of a minimum of 4 and a maximum of 12 people. It's a wine-centric tour run by a sommelier couple, and the Chianti winery lunch and tasting fee of 45 euros is mandatory.
What major places are included in the 'Feeling Travel' Tuscany tour course that departs from and returns to Rome?
The 'Feeling Travel' tour course includes Civita di Bagnoregio, the Cypress Road, Val d'Orcia, Pienza, and Montepulciano Wine Cantina. This tour takes approximately 13 hours, and wine tasting is optional for 25 euros.
What are the discount codes for a ~$2 discount when purchasing a Tuscany tour for over ~$109, and what are the conditions for application?
The discount codes for a ~$2 discount when purchasing over ~$109 are 'DCMKTP0930' or 'PAMP3000'. These discount codes are only applicable via the dedicated link attached to the table and may be exhausted on a first-come, first-served basis.
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